HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → ethyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl)-1H-imidazol-5-yl]-2-(5-methyl-2-furyl)methyl-2-propenyl carbonate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Ethyl chloroformate | HCID 10928 | — |
| Reactant | HCID 70044288 | HCID 70044288 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | ethyl (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl)-1H-imidazol-5-yl]-2-(5-methyl-2-furyl)methyl-2-propenyl carbonate | HCID 86746471 | — |
Reaction Steps
To a solution of (E)-3-[2-n-butyl-1-{(2-chlorophenyl)methyl }-1H-imidazol-5-yl]-2-(5-methyl-2-furyl)methyl-2-propenol (6.86 mmol) in methylene chloride (20 mL) and triethylamine (12.4 mmol) cooled to 0° C. under argon is added dropwise ethyl chloroformate (1.34 g, 1.18 ml, 12 mmol). The reaction is then stirred at ambient temperature overnight. Ethyl acetate is added, the precipitate filtered and the concentrated filtrate is flash chromatographed over silica gel with 3:7 hexane/ethyl acetate to provide the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05418250 |
| Source dataset | uspto-grants-1995_05 |
| ORD ID | ord-23c50e72e70d4aee82854e17c084962e |
| Source note | uspto-grants-1995_05 |